Sugar Loaf Vacations
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Find the Best Sugar Loaf Vacation Packages
Sugar Loaf Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is ₩256,456 per night from May 26 to May 27
₩256,456
₩315,760 total
May 26 - May 27
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"VERY small bathroom. Temperature control is in a shared area and not room specific."
Reviewed on May 25, 2026
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
The price is ₩185,968 per night from Jun 10 to Jun 11
₩185,968
₩219,687 total
Jun 10 - Jun 11
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"Everything was clean, comfortable and in working order."
Reviewed on May 19, 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is ₩185,741 per night from May 31 to Jun 1
₩185,741
₩219,414 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"The rooms were clean and a nice smell in the hallways."
Reviewed on May 24, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Sugar Loaf
Castle Fun Center
4/5(7 reviews)
You can take time to visit Castle Fun Center during your travels to Chester. While you're in the area, find time to visit its shops.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
